US4361690A — Novel imido/hydroxylate organosilicon copolymers

Claim 1

Independent Claim 225 words

A process for the preparation of an imido copolymer comprising reacting (i) an imido monomer selected from the group consisting of: (ia) an oligoimide having the structural formula: ##STR16## in which D represents a divalent radical selected from the group consisting of the radicals of the structural formulae: ##STR17## in which Y and Y', which are identical or different, each represent H, CH 3 or CL and m is equal to 0 or 1, the symbol A represents an organic radical of valency n, which contains up to 50 carbon atoms, and n represents a number equal to at least 1.5 and equal to at most 5; (ib) a mixture of an oligoimide having the structural formula (I): ##STR18## in which D, A and n are as defined above, with a polyamine of the structural formula (II): G(NH.sub.2).sub.z (II) in which G is an organic radical of valency z and z is an integer equal to at least 2; and (ic) the product of reaction between said oligoimide (I) and said polyamine (II); and (ii) an organosilicon comonomer comprising at least one hydroxyl group directly bonded to a silicon atom thereof, with said reacting occurring in the presence of a catalytic amount of an imidazole (iii) at a temperature ranging from about 50° C. to ranging from about 50° C. to 300° C. 300° C.

Claim 2

Dependent Claim 225 words

A process for the preparation of an imido copolymer comprising reacting (i) an imido monomer selected from the group consisting of: (ia) an oligoimide having the structural formula: ##STR16## in which D represents a divalent radical selected from the group consisting of the radicals of the structural formulae: ##STR17## in which Y and Y', which are identical or different, each represent H, CH 3 or CL and m is equal to 0 or 1, the symbol A represents an organic radical of valency n, which contains up to 50 carbon atoms, and n represents a number equal to at least 1.5 and equal to at most 5; (ib) a mixture of an oligoimide having the structural formula (I): ##STR18## in which D, A and n are as defined above, with a polyamine of the structural formula (II): G(NH.sub.2).sub.z (II) in which G is an organic radical of valency z and z is an integer equal to at least 2; and (ic) the product of reaction between said oligoimide (I) and said polyamine (II); and (ii) an organosilicon comonomer comprising at least one hydroxyl group directly bonded to a silicon atom thereof, with said reacting occurring in the presence of a catalytic amount of an imidazole (iii) at a temperature ranging from about 50° C. to ranging from about 50° C. to 300° C. 300° C.

Claim 3

Dependent Claim 85 words

The process as defined by claim 1, wherein said imidazole (iii) has the structural formula: ##STR19## in which R 8 , R 9 , R 10 and R 11 , which are identical or different, each represent a hydrogen atom, an alkyl or alkoxy radical having from 1 to 20 carbon atoms, a vinyl radical, a phenyl radical or a nitro radical, and further wherein R 10 and R 11 , together with the carbon atoms from which they depend, may form a single ring.

Claim 4

Dependent Claim 27 words

The process as defined by claim 2, wherein said imidazole (iii) is selected from the group consisting of imidazole, glyoxaline, 1-methylimidazole, 2-methylimidazole, 1,2-dimethylimidazole, 1-vinylimidazole, 1-vinyl-1-methylimidazole and benzimidazole.

Claim 5

Dependent Claim 50 words

The process as defined by claim 1, wherein the imido monomer (i) and the organosilicon comonomer (ii) are reacted in proportions such that the ratio of the number of hydroxyl groups in said comonomer (ii) to the number of imide groups in the monomer (i) ranges from 0.003 to 10.

Claim 6

Dependent Claim 15 words

The process as defined by claim 4, wherein said ratio ranges from 0.01 to 2.

Claim 7

Dependent Claim 49 words

The process as defined by claim 1, wherein the imido monomer (i) comprises the mixture of polyamine and oligoimide (ib); the imido (i) and the organosilicon comonomer (ii) are reacted such that the ratio ##EQU4## ranges from 0.1 to 10, and the ratio ##EQU5## ranges from 0.005 to 40.

Claim 8

Dependent Claim 29 words

The process as defined by claim 1, wherein the imidazole (iii) is present in an amount of 1.10 -4 mols to 0.1 mole per double bond of the oligoimide.

Claim 9

Dependent Claim 20 words

The process as defined by claim 1, wherein the reaction is conducted in the presence of an inert organic diluent.

Claim 10

Dependent Claim 37 words

The process as defined by claim 1, comprising first prepolymerizing said comonomers at a temperature from 50° C. to 200° C., and thence curing the prepolymer which results at a temperature from 150° C. to 300° C.

Claim 11

Dependent Claim 15 words

The process as defined by claim 1, wherein the comonomers (ia) and (ii) are reacted.

Claim 12

Dependent Claim 15 words

The process as defined by claim 1, wherein the comonomers (ib) and (ii) are reacted.

Claim 13

Dependent Claim 15 words

The process as defined by claim 1, wherein the comonomers (ic) and (ii) are reacted.

Claim 14

Dependent Claim 63 words

The process as defined by claim 10, 11 or 12 wherein the oligoimide (I) is a maleimide having the structural formula: ##STR20## in which Y' represents H, CH 3 or Cl, the symbol A represents an organic radical of valency n which contains up to 50 carbon atoms, and n represents a number equal to at least 1.5 but not greater than 5.

Claim 15

Dependent Claim 50 words

The process as defined by claim 13, wherein A is selected from the group consisting of an alkylene radical having less than 13 carbon atoms, a phenylene radical, a cyclohexylene radical, one of the radicals having the structural formulae: ##STR21## in which t is an integer from 1 to 3.

Claim 16

Dependent Claim 119 words

The process as defined by claim 13, wherein A is selected from the group consisting of a divalent radical having from 12 to 30 carbon atoms comprising phenylene or cyclohexylene radicals joined to one another by a single direct valence bond or via an inert hetero atom or linking group selected from the group consisting of --O--, --S--, an alkylene group having from 1 to 3 carbon atoms, --CO--, --SO 2 --, --NR 1 --, --N═N--, --CONH--, --P(O)--R 1 --, --CONH--X--NHCO, ##STR22## in which R 1 represents a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms, a phenyl radical or a cyclohexyl radical and X represents an alkylene radical having less than 13 carbon atoms.

Claim 17

Dependent Claim 32 words

The process as defined by claim 15, said phenylene or cyclohexylene radicals being substituted by at least one substituent selected from the group consisting of --CH 3 , --OCH 3 and --Cl.

Claim 18

Dependent Claim 66 words

The process as defined by claim 13, wherein A comprises from 3 to 5 free valencies and a nucleus selected from the group consisting of naphthalene, pyridine, triazine, benzene, a one to three methyl group substituted such nucleus, or a plurality of benzene nuclei linked to one another by an inert hetero atom or linking group or by a radical having one of the formulae: ##STR23##

Claim 19

Dependent Claim 148 words

The process as defined by claim 13 wherein A is selected from the group consisting of a linear or branched chain alkyl or alkenyl radical containing up to 18 carbon atoms, a cycloalkyl radical containing 5 or 6 ring carbon atoms, a monocyclic or bicyclic aryl radical or an alkylaryl or aralkyl containing up to 18 carbon atoms, one of the radicals: ##STR24## or a monovalent radical consisting of a phenyl radical and a phenylene radical linked to one another by a single direct valence bond or by an inert hereto atom or linking group selected from the group consisting of --O--, --S--, an alkylene radical having from 1 to 3 carbon atoms, --CO--, --SO 2 --, --NR 1 ----N═N--, --CONH--, or --COO--, in which R 1 represents a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms, a phenyl radical or a cyclohexyl radical.

Claim 20

Dependent Claim 49 words

The process as defined by claim 18, wherein the radical is substituted by at least one substituent selected from the group consisting of F, Cl, CH 3 , OCH 3 , OC 2 H 5 , OH, NO 2 , --COOH, --NH--COCH 3 , ##STR25## and --OCOCH 3 .

Claim 21

Dependent Claim 16 words

The process as defined by claims 9, 10 or 11 wherein said oligoimide (I) is N,N'-4,4'diphenylmethane-bis-maleimide.

Claim 22

Dependent Claim 46 words

The process as defined by claim 13, wherein the polyamine (II) has the formula H 2 N--Q--NH 2 in which Q represents an organic radical which contains up to 50 carbon atoms and has a valency equal to at least 1.5 but not greater than 5.

Claim 23

Dependent Claim 163 words

The process as defined by claim 10, 11 or 12 wherein said organosilicon comonomer (ii) has the structural formula: ##STR26## in which R 3 , R 4 , R 5 , R 6 and R 7 , which are identical or different, each represent a hydroxyl group or the group --OR 8 , in which R 8 is a linear or branched chain alkyl radical having from 1 to 6 carbon atoms or a phenyl radical; a hydrogen atom; a linear or branched chain alkyl radical which has from 1 to 6 carbon atoms or such alkyl radical substituted by at least one chlorine or fluorine atom or by --CN; a linear or branched chain alkenyl radical having from 1 to 6 carbon atoms; or a substituted or unsubstituted phenyl radical, each such substituent being either an alkyl or alkoxy radical having from 1 to 4 carbon atoms, or a chlorine atom; and y is an integer or fraction from 0 to 1,000.

Claim 24

Dependent Claim 79 words

The process as defined by claim 22, wherein the formula (V) R 3 , R 4 , R 5 and R 6 , which are identical or different, each represent a linear or branched chain alkyl radical having from 1 to 6 carbon atoms, a linear or branched chain alkenyl radical having from 1 to 6 carbon atoms or a phenyl radical, R 7 represents a hydroxyl group and y is an integer or fraction from 0 to 250.

Claim 25

Dependent Claim 13 words

The process as defined by claim 23, wherein said organosilicon comonomer is diphenylsilanediol.

Claim 26

Dependent Claim 12 words

The process as defined by claim 21 wherein the polyamine is 4,4'-diaminodiphenylmethane.

Claim 27

Dependent Claim 21 words

The imido copolymer formed by the process of claim 1, 2, 3, 4, 5, 6, 7, 9, 10, 11 or 12.

Claim 28

Dependent Claim 13 words

The imido copolymer formed by the process of claim 1 in thermosetting form.

Claim 29

Dependent Claim 13 words

The imido copolymer formed by the process of claim 1 in thermoset form.

Claim 30

Dependent Claim 14 words

A shaped article comprising the imido copolymer as defined by claim 27 or 28.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1985-11-29	1986-05-31	1986-11-30	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1989-11-29	1990-05-31	1990-11-30	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1993-11-29	1994-05-31	1994-11-30	$7700.00	Window Closed / Lapsed

Novel imido/hydroxylate organosilicon copolymers

Abstract

Inventors

Bibliographic Details

Claims Analysis

References Cited (Backward Citations)

USPTO Annuity & Maintenance Windows

Assigned Categories & Tags

Assign Category Tag